CN1700827A - Organic electroluminescent material and luminescent assembly - Google Patents

Organic electroluminescent material and luminescent assembly Download PDF

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CN1700827A
CN1700827A CNA2004100184622A CN200410018462A CN1700827A CN 1700827 A CN1700827 A CN 1700827A CN A2004100184622 A CNA2004100184622 A CN A2004100184622A CN 200410018462 A CN200410018462 A CN 200410018462A CN 1700827 A CN1700827 A CN 1700827A
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CN100485012C (en
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徐湘伦
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Shanghai Huahong Grace Semiconductor Manufacturing Corp
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Abstract

This invention provides one organic electrical lighting materials with high brightness, lighting efficiency and heat stability and the lighting elements with the materials. The invention uses the hydrogen atom, nitrile grouping, alkyl, haloalkylation, cycloparaffin, alkoxylation catalyst, amidocyanogen, aromatics extraction, and aromatic adsorption index as substitution group to improve the glass conversion temperature of the materials.

Description

Electroluminescent organic material and luminescence component
Technical field
The present invention relates to a kind of luminescence component and luminescent material, particularly a kind of organic electroluminescence assembly and electroluminescent organic material.
Background technology
Along with advances in electronic technology, the display that in light weight and efficient the are high development of constantly bringing forth new ideas, occupying considerable status on the panel application now as LCD (LCD), but LCD still has some shortcomings,, the response time wide inadequately as the visual angle can't use under the high speed animation inadequately soon, need to use backlight to increase power consumption and the difficult large-scale panel etc. of making, all cause restriction in the application research and development of these shortcomings for display.Yet, along with organic electroluminescence assembly (OrganicElectroluminescence Decice, OELD) development, on opto-electronics, represent bright application potential gradually with its advantage, become the leading role of display of future generation and light illumination application and development with self-luminous, no visual angle, power saving, high response speed and full-colorization.
The luminescence component structure of general individual layer polymer LED as shown in Figure 1, mainly constituted by a negative electrode 2 and an anode 6 and the organic semiconductor 4 that has the characteristics of luminescence between its centre one deck, anode 6 is normally by conductor tin indium oxide (Indium-tin oxide, ITO) with the coating mode with luminescent layer 4 film forming on anode 6 base materials, metal such as aluminium, the calcium etc. of low working function are used as negative electrode 2 in the thermal evaporation again, and with whole establishment of component on transparency carrier 8.After adding forward bias, hole and electronics inject from the positive and negative utmost point respectively in the presence of electric field, electronics by negative electrode inject luminescent layer lowest unoccupied molecular orbital (lowest unoccupied molecular orbital, LUMO) in, form negative polaron (polaron); Highest occupied molecular orbital (the highest occupied molecular orbital of luminescent layer is then injected in the hole by anode, HOMO) in, form positive polaron, the both positive and negative polarity beggar meets at luminescent layer 4 and forms exciton (exciton), when exciton will be emitted light in the mode of radiation by the excited state ground state that fails back.
Organic material research about organic electro luminescent layer develops considerable time, 1987, C.W.Tang and S.A.Vanslyke deliver at organic electro luminescent layer and comprise that an organic thin film layer and contains the double-decker of hole or electric transmission thin layer, allow the luminescent chromaticity can be according to the energy level difference between material ground state and excitation state and different (Appl.Phys.Lett, Vol.51:913,1987), this is the fluorescent ray structure.People such as Baldo were doped to matrix Alq with red phosphorescent dyestuff PtOEP in other 1998 3In, find Alq 3Up to about 90%, make matrix Alq to the energy transfer efficiency between the PtOEP 3Be able to realize that this is considerable discovery for making high-efficient E L assembly by the Dexter energy transfer process to the triplet energies transmission between the PtOEP.People such as Forrest, Burrow, Thompson and Baldo had delivered again with Ir (ppy) in 1999 3The electroluminescent organic material of the metallo-chelate design of fac-tris (2-phenylpyridine) iridium structure, can be used for making green emitting assembly (Appl.Phys.Lett 74:4,1999), and because this ray structure is that phosphorescence is luminous, the phosphorescence luminous efficiency greatly promotes after making.In several years, people such as Forrest propose many Ir (ppy) in the past 3With the related derivatives of PtOEP and the relevant patent of application, as U.S. Pat 6573651,6303238,6579632 etc., owing to triphenyl pyridine iridium Ir (ppy) 3Stability own compares Alq 3The height that comes is suitable as the Organic Light Emitting Diode material of phosphorescence series, and the phosphorescence luminous mechanism to belong to triplet luminous, no matter all good in the performance of incidence and luminous efficiency than fluorescent, so Ir (ppy) 3Derivative more and more come into one's own, be widely used on electroluminescent organic material and the el light emitting device.But still there are some shortcomings all the time, as the optical attenuation overlong time, problem such as it is too short that quenching phenomenon seriously easily causes assembly life-span between triplet, and color purity is not high.
For effectively solving Ir (ppy) 3Shortcoming, the present invention proposes a kind of electroluminescent organic material and Organnic electroluminescent device, can effectively solve between luminance shortage, optical attenuation overlong time, triplet problems such as the serious and color purity of quenching phenomenon is not high, can also improve the thermal stability of molecule when vacuum evaporation in addition, and do not have the cracking phenomenon, have more application for the preparation of organic electroluminescence assembly.
Summary of the invention
Main purpose of the present invention is to provide a kind of organic electroluminescent macromolecular material, and it has characteristics such as high luminosity, high-luminous-efficiency and high heat stability degree.
Another object of the present invention is to provide organic electroluminescence assembly, it has the advantage of low driving voltage and high colouring intensity.
For achieving the above object, the invention provides a kind of organic electroluminescent macromolecular compound, described compound has the structure of following formula (I):
Figure A20041001846200071
Wherein, n is 2 or 3.R 1Be independently hydrogen atom, itrile group, alkyl (alkyl), alkylhalide group (haloalkyl), cycloalkyl (cycloalkyl), alkoxyl (alkyloxy), amido individually.R 2For independently halogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido, aromatic hydrocarbyl, aromatic series are answered alkyl individually.R 3, R 4, R 5, R 6, R 7, R 8, R 9Be independently multiple alkyl of hydrogen atom, halogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido, aromatic hydrocarbyl, aromatic series or aralkyl separately, and alkylhalide group is polyfluoro carbon back (C nF 2n+1), alkoxyl is many fluorocarbonss alkoxyl (OC nF 2n+1).M is O s, Ir, Pt, Ru, Rh, Pd, and L 1And L 2Be simple bud or two bastem.When n is 2, x=y=1 or x=2, y=0; When n is 3, x=y=0.
Beneficial effect of the present invention is: a kind of organic electroluminescent compounds provided by the invention replaces the characteristic of chelate by utilizing different metal, on brightness, luminous efficiency and thermal stability, all has preferable performance, and by using the electroluminescence part that this compound is finished, luminous intensity that more can stiffener assembly, increase luminous efficiency, and have the effect that reduces driving voltage and improve thermal stability.
Description of drawings
Fig. 1 is the general structure chart of expression one single layer structure OLED assembly.
Fig. 2 is the EL spectral curve under the various voltages of embodiment of the invention electroluminescence part.
Fig. 3 is the electric current-brightness-voltage curve of embodiment of the invention electroluminescence part.
Label declaration:
2 negative electrodes
4 organic semiconductors
6 anodes
8 transparency carriers
Embodiment
The beneficial effect that further specifies architectural feature of the present invention and reached below in conjunction with drawings and Examples.
The invention provides the electroluminescent organic material of the high luminosity of a kind of tool, luminous efficiency and high stability, and this material is applied to the making of electroluminescence part.The overall structure of compound is suc as formula shown in (I):
Wherein, n is 2 or 3, and R1 is independently hydrogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido individually.R2 is for independently halogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido, aromatic hydrocarbyl, aromatic series are answered alkyl individually.R 3, R 4, R 5, R 6, R 7, R 8, R 9Be independently multiple alkyl of hydrogen atom, halogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido, aromatic hydrocarbyl, aromatic series or aralkyl separately, and alkylhalide group is polyfluoro carbon back (C nF 2n+1), alkoxyl is many fluorocarbonss alkoxyl (OC nF 2n+1).M is O s, Ir, Pt, Ru, Rh, Pd, and L 1And L 2Be simple bud or two bastem.When n is 2, x=y=1 or x=2, y=0; When n is 3, x=y=0.
As mentioned above, structure of the present invention has different enforcement structures, is 2 with n, and x=1, y=1, L 1And L 2During for the simple bud base is example, and luminescent material of the present invention can have the various enforcement structures shown in following (1-a) ~ (1-j).
Figure A20041001846200101
And be 3 with n, x=0, y=0, L 1And L 2During for the simple bud base is example, and luminescent material of the present invention can have the various enforcement structures shown in following (2-a) ~ (2-j).
Figure A20041001846200111
And work as n=2, L 1Be two bastem x=1, y=0 or n=2, L 1And L 2Be simple bud base x=1, during y=1, luminescent material of the present invention can have the enforcement structure shown in following (3-a) ~ (3-1).
Figure A20041001846200121
Figure A20041001846200131
Embodiment one
For describing electroluminescent organic material of the present invention in detail and understand its building-up process, at this with above-claimed cpd (1-a), (2-a) and be that example illustrates synthetic method of the present invention (3-a).
At first, in 100 milliliters two neck round-bottomed bottles, under nitrogen atmosphere, add 2.08 grams, 0.01 9 of mole, 10-benzene anthraquinone (9,10-phenanthrenequinone), 2.37 gram, 0.03 the carbonic hydroammonium (ammonium bicarbonate) of mole, 0.33 gram, 0.011 metaformaldehyde (paraldehyde) and 30 milliliters of acetic acid of mole, then heated stirring and refluxing 12 hours down, leave standstill then and be cooled to room temperature, have faint yellow solid to separate out at 100 ℃, with solid filtering in the reactant liquor, again solid can be got compound (A) (1H-Phenanthro[9,10-d] imidazole) 1.94 grams after drying under the vacuum, 9.5 mMs, productive rate is 95%, and its reaction equation is as shown in the formula shown in (II).
Figure A20041001846200132
Compound (A)
Then, under nitrogen atmosphere, compound (A) 1.50 is restrained, 7.3 mM joins in 30 milliliters of anhydrous tetrahydro furans (tetrahydrofuran) and adds 0.21 gram, after 8.8 the sodium hydride of mM (sodium hydride) at room temperature stirs 2 hours, add 1.25 grams again, 8.8 the methyl iodide of mM (methyl iodide), reflux is 6 hours then, leave standstill and be cooled to room temperature, having solid separates out, get final product to such an extent that compound (B) 1.51 restrains 6.9 mMs, productive rate 95% behind the filtration drying.
Reaction equation is as shown in the formula shown in (III):
Figure A20041001846200133
Compound (B)
Behind syntheticization thing (B), can be according to the synthetic aforesaid compound (1-a) of the following step, (2-a), (3-a).At first, in 100 milliliters two neck round-bottomed bottles, under nitrogen atmosphere, get 1.51 grams, the compound of 6.9 mMs (B) and contain the iridous chloride (IrCl of the crystallization water 33H 2O) 0.81 gram, 2.3 being 3: 1 cellosolvo and water, mM adding proportioning works as solvent, the heating stirring and refluxing is after 24 hours, leave standstill then and be cooled to room temperature, have solid and separate out, the solvent suction filtration is got solid 1.11 grams with vacuum pump, 0.8 mM, productive rate 70%, this product are aforesaid compound (1-a), and reaction equation is as shown in the formula shown in (IV):
Figure A20041001846200141
And get 1.11 the gram, 0.8 mM, compound 1-a under nitrogen atmosphere, place 100 milliliters two neck round-bottomed bottles, add the compound (B) of 10 equivalents and the trifluoroacetate mistakeization thing (CF of 4 equivalents then 3COOAg), after 12 ~ 15 hours, be cooled to room temperature,, get solid 0.24 gram, 0.28 mM, productive rate 70% with silica gel tubing string purifying crude product at 200 ℃ of following heating reflux reactions), this product is compound (2-a), reaction equation is as shown in the formula shown in (V):
Compound (2-a) sublimation purification analysis result is as follows: 1H-NMR (CDCl 3, 400MHz) δ=8.90 (d, 6H); 8.10 (d, 3H); 8.08 (s, 3H); 7.9 (t, 6H); 7.8 (m, 6H); 3.63 (s, 9H).DSC tests to such an extent that its melting point is 294 ℃, and its glass transition temperature (Tg) is 115 ℃.Elementary analysis (theoretical value) C%=65.13% (65.08%); H%=3.67% (3.73%).
Other gets 1.11 grams, and the compound of 0.8 mM (1-a) places 100 milliliters two neck round-bottomed bottles under nitrogen atmosphere, add the second vinegar acetone (acetyl acetone) of 1.5 equivalents and the sodium carbonate (Na of 7 equivalents then 2CO 3), behind the heating reflux reaction 12 ~ 15 hours, be cooled to room temperature,, solid water and n-hexane cleaning secondary can be got crude product solid filtering in the reactant liquor, recycle silicon sebific duct post purifying crude product, get solid 0.17 gram, 0.28 mM, productive rate 70%, this product is aforesaid compound (3-a), and reaction equation is as shown in the formula shown in (VI):
Figure A20041001846200151
Compound (3-a) sublimation purification analysis result is as follows: 1H-NMR (CDCl 3, 400MHz) δ=8.88 (d, 4H); 8.13 (d, 2H); 8.05 (s, 2H); 7.93 (t, 4H); 7.78 (m, 4H); 6.05 (s, 1H); 3.63 (s, 6H); 2.35 (s, 3H); 1.71 (s, 3H).DSC tests to such an extent that its melting point is 312 ℃, and its glass transition temperature (Tg) is 129 ℃.Elementary analysis (theoretical value) C%=60.89% (61.20%); H%=4.06% (4.0%).
Embodiment two
The present invention is except proposing foregoing electroluminescent organic material, this material also can be applicable to make organic electroluminescence assembly, electroluminescence part of the present invention comprises a transparency carrier, a transparent anode, an organic electro luminescent layer and a negative electrode, and transparent anode is formed on the transparency carrier; Organic electro luminescent layer is formed on the transparent anode; Negative electrode is formed on the organic electro luminescent layer.It is characterized in that: transparency carrier can be a glass substrate, plastics (plastic) substrate or a flexibility (flexible) substrate, and plastic base and flexible base, board also can be a Merlon (polycarbonate, PC) substrate or a polyester (polyester, PET) substrate.Transparent anode can be to utilize sputter (sputtering) mode or ion plating (ionplating) mode is formed on the transparency carrier, and the material of transparent anode can be a conductive metal oxide, for example be tin indium oxide (ITO) or aluminum zinc oxide (AZO), or indium zinc oxide (IZO).Luminescent layer is made of suc as formula the electroluminescent organic material shown in (I) aforementioned; It is characterized in that: electroluminescent organic material also can be the dopant of luminescent layer, its doping content is about 0.01wt% ~ 50wt%, and also can comprise having aromatic hydrocarbon base class substituting group or the aromatic series multiple substituent aromatic amines compound of cyclic group class, aromatic diamine compound or aromatic triamine compound in the luminescent layer matrix, and the glass transition temperature of luminescent layer (Tg) is greater than 100 ℃.Each of organic electro luminescent layer layer structure can be to be formed on the transparent anode with evaporation (evaporation), rotary coating (spin coating), ink-jet (ink jet printing) or printing (printing) mode.The present invention can form according to following one-tenth embrane method suc as formula the electroluminescent organic material shown in (II), as vacuum vapor deposition method, molecular line steaming method (MBE), immersing method, method of spin coating, casting (casting), bar code method (bar code), cylinder rubbing method (roll coating) etc.
Below be electroluminescence part manufacture process of the present invention to be described with an embodiment.At first, utilize the glass substrate of a 100mm * 100mm, on this glass substrate, plate the tin indium oxide of 150nm thickness then, and form the pattern of 10mm * 10mm light-emitting zone via the gold-tinted etching after, in vacuum degree 10 -6Carry out vacuum evaporation under the Pa, ground floor plates the thick hole mobile material of 50nm earlier, this hole mobile material can be NPB (N, N '-diphenyl-N, N '-bis-(1-naphthalenyl)-[1,1 '-biphenyl]-4,4 '-diamine), its structure is as follows, and the evaporation rate of hole mobile material maintains 0.2nm/sec.
Figure A20041001846200161
Then, the second layer plate again organic electroluminescent host material CBP (4,4-nitrogen, nitrogen '-the di azoly hexichol, 4,4 '-N, N '-dicarbazole-biphenyl), its thickness is about 30nm, evaporation rate maintains 0.2nm/sec.And evaporation above-claimed cpd 3-a is as the impurity of a luminescent layer in evaporation host material CBP, and evaporation rate maintains 0.02nm/sec.
Then, the 3rd layer plate again hole blocking layer material B CP (2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline), its thickness is about 10nm, evaporation rate maintains 0.2nm/sec.Then, the 4th layer plates Alq 3(trialkyl aluminium tris (8-quinolino) aluminum), its structure is as follows, and as electron transfer layer, its thickness is about 40nm, and evaporation rate is 0.2nm/sec.
Figure A20041001846200163
At last, be that material is plated on the above-mentioned electron transfer layer, as negative electrode with LiF (1.2nm) and Al (150nm).Like this, an electroluminescence part of the present invention just completes.
Utilize direct current (DC) voltage to measure the characteristics of luminescence of prepared electroluminescence part, and utilize Keithly 2000 to measure, the result shows that glow color is red.In addition, utilize the EL spectrum of the spectrometer measurement el light emitting device of Otsuka Electronic Co., and use photodiode array to work as detector, measured spectrum figure please refer to Fig. 2, it shows that emission wavelength is at 613nm, and the electric current-brightness of el light emitting device-magnitude of voltage (I-B-V) as shown in Figure 3, when the voltage that applies 9V is given prepared electroluminescence part, can obtain brightness 13200cd/m 2, current density 140mA/cm 2, luminous efficiency 9.11m/W and 20.5cd/A, C.I.E.=(0.62,0.37).
Below with electroluminescent organic material proposed by the invention with generally compare, general electroluminescent organic material, its structure is as shown in the formula shown in (VII):
System utilizes suc as formula the material of the compound shown in (VII) as luminescent layer when electroluminescence part, and the voltage that applies 9V can obtain brightness 6660cd/m 2, current density 70mA/cm 2, luminous efficiency 6.31m/W and 8.5cd/A, C.I.E.=(0.63,0.39).
Another kind of general electroluminescent organic material, its structure is as shown in the formula shown in (VIII):
When the electroluminescence part utilization suc as formula the material of the compound shown in (VIII) as luminescent layer, when applying the voltage of 9V, can get brightness is 2550cd/m 2, current density 25mA/cm 2, luminous efficiency 2.3lm/W and 5.4cd/A, C.I.E.=(0.62,0.36).
And utilizing the material of compound proposed by the invention (2-a) when electroluminescence part as luminescent layer, it is 1550cd/m that the voltage that applies 9V can obtain brightness 2, current density 15mA/cm 2, luminous efficiency 1.3lm/W and 3.8cd/A, C.I.E.=(0.60,0.39).
Relatively The above results can be known understanding, no matter be, utilize the prepared electroluminescence part of electroluminescent organic material of the present invention all obviously to be better than utilizing the prepared electroluminescence part of general electroluminescent organic material with high-high brightness or luminous efficiency.
In addition, electroluminescent organic material of the present invention is because of having high glass transition (Tg), therefore when electroluminescent organic material of the present invention distils under low-voltage high-temperature, be difficult for taking place the situation of molecule cracking, therefore electroluminescent organic material of the present invention has higher thermal stability.
In sum, electroluminescent organic material of the present invention and electroluminescence part thereof can be strengthened luminosity effectively, increase luminous efficiency, reduce driving voltage, improve color purity and improve thermal stability.
Above-described embodiment is only in order to illustrate technological thought of the present invention and characteristics; its purpose makes those of ordinary skill in the art can understand content of the present invention and is implementing according to this; the scope of this patent also not only is confined to above-mentioned specific embodiment; be all equal variation or modifications of doing according to disclosed spirit, still be encompassed in protection scope of the present invention.

Claims (32)

1, a kind of electroluminescent organic material, it has the structure of following formula (I):
Wherein, n is 2 or 3;
R 1The group that is selected from hydrogen atom, itrile group, alkyl (alkyl), alkylhalide group (haloalkyl), cycloalkyl (cycloalkyl), alkoxyl (alkyloxy) or amido and is formed;
R 2Be selected from the group that the multiple cyclic group of halogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido, aromatic hydrocarbyl or aromatic series or its combination are formed; And
R 3, R 4, R 5, R 6, R 7, R 8And R 9Be selected from the group that hydrogen atom, halogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido, aromatic hydrocarbyl, the multiple cyclic group of aromatic series or aralkyl or its combination are formed.
2, electroluminescent organic material according to claim 1 is characterized in that: R 1Be selected from hydrogen atom, itrile group, have alkyl that 0 to 10 carbon atom replaces, have cycloalkyl that 0 to 10 carbon atom replaces, have the alkoxyl that 0 to 10 carbon atom replaces or have amido that 0 to 10 carbon atom replaces or group that its combination is formed.
3, electroluminescent organic material according to claim 1 is characterized in that: R 2The aromatic hydrocarbyl of the replacement that be selected from halogen atom, itrile group, have alkyl that 0 to 10 carbon atom replaces, have cycloalkyl that 0 to 10 carbon atom replaces, have alkoxyl that 0 to 10 carbon atom replaces, have amido that 0 to 10 carbon atom replaces, have alkylhalide group that 0 to 10 carbon atom replaces, has 6 to 30 carbon atoms or have the multiple cyclic group of aromatic series of replacement of 6 to 30 carbon atoms or the group that its combination is formed.
4, electroluminescent organic material according to claim 1 is characterized in that: R 3, R 4, R 5, R 6, R 7, R 8And R 9Be selected from hydrogen atom, itrile group, have alkyl that 0 to 10 carbon atom replaces, have cycloalkyl that 0 to 10 carbon atom replaces, have alkoxyl that 0 to 10 carbon atom replaces, have amido that 0 to 10 carbon atom replaces, have the aromatic hydrocarbyl that 6 to 30 carbon atoms replace or have the multiple cyclic group of aromatic series that 6 to 30 carbon atoms replace or group that its combination is formed.
5, electroluminescent organic material according to claim 1 is characterized in that: alkylhalide group is polyfluoro carbon back (C nF 2n+1).
6, electroluminescent organic material according to claim 1 is characterized in that: alkoxyl is many fluorocarbonss alkoxyl (OC nF 2n+1).
7, electroluminescent organic material according to claim 1 is characterized in that: M is Os, Ir, Pt, Ru, Rh or Pd.
8, electroluminescent organic material according to claim 1 is characterized in that: L 1And L 2Be the simple bud base.
9, electroluminescent organic material according to claim 1 is characterized in that: L 1And L 2Be two bastems.
10, a kind of organic electroluminescence assembly, it comprises two electrodes and is positioned at a described interelectrode organic electro luminescent layer, and described organic electro luminescent layer is for comprising an electroluminescent organic material of (I) structure that has following formula,
It is characterized in that:,
N is 2 or 3;
R 1Be selected from the group that hydrogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl or amido or its combination are formed;
R 2The group that is formed for the multiple cyclic group of halogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido, aromatic hydrocarbyl or aromatic series or its combination; And
R 3, R 4, R 5, R 6, R 7, R 8And R 9Be selected from the group that hydrogen atom, halogen atom, itrile group, alkyl, alkylhalide group, cycloalkyl, alkoxyl, amido, aromatic hydrocarbyl, the multiple cyclic group of aromatic series or aralkyl or its combination are formed.
11, organic electroluminescence assembly according to claim 10 is characterized in that: R 1Be selected from hydrogen atom, itrile group, have alkyl that 0 to 10 carbon atom replaces, have cycloalkyl that 0 to 10 carbon atom replaces, have the alkoxyl that 0 to 10 carbon atom replaces or have amido that 0 to 10 carbon atom replaces or do not replace or group that its combination is formed.
12, organic electroluminescence assembly according to claim 10 is characterized in that: R 2Be selected from halogen atom, itrile group, have 1 to 10 carbon atom replacement or the alkyl that does not replace, have the replacement of 0 to 10 carbon atom 0 cycloalkyl, have alkoxyl that 0 to 10 carbon atom replaces, have amido that 0 to 10 carbon atom replaces, have alkylhalide group that 0 to 10 carbon atom replaces, the aromatic hydrocarbyl of replacement or have the multiple cyclic group of aromatic series of replacement of 6 to 30 carbon atoms or the group that its combination is formed with 6 to 30 carbon atoms.
13, organic electroluminescence assembly according to claim 10 is characterized in that: R 3, R 4, R 5, R 6, R 7, R 8And R 9Be selected from hydrogen atom, itrile group, have alkyl that 0 to 10 carbon atom replaces, have cycloalkyl that 0 to 10 carbon atom replaces, have alkoxyl that 0 to 10 carbon atom replaces, have amido that 0 to 10 carbon atom replaces or do not replace, have the aromatic hydrocarbyl that 6 to 30 carbon atoms replace or have the multiple cyclic group of aromatic series that 6 to 30 carbon atoms replace or group that its combination is formed.
14, organic electroluminescence assembly according to claim 10 is characterized in that: alkylhalide group is polyfluoro carbon back (C nF 2n+1).
15, organic electroluminescence assembly according to claim 10 is characterized in that: alkoxyl is many fluorocarbonss alkoxyl (OC nF 2n+1).
16, organic electroluminescence assembly according to claim 10 is characterized in that: M is Os, Ir, Pt, Ru, Rh or Pd.
17, organic electroluminescence assembly according to claim 10 is characterized in that: L 1And L 2Be the simple bud base.
18, organic electroluminescence assembly according to claim 10 is characterized in that: L 1And L 2Be two bastems.
19, organic electroluminescence assembly according to claim 10 is characterized in that: the matrix of described organic electro luminescent layer comprises aromatic amines compound.
20, organic electroluminescence assembly according to claim 19 is characterized in that: described aromatic amines compound has aromatic hydrocarbon base class substituting group.
21, organic electroluminescence assembly according to claim 19 is characterized in that: described aromatic amines compound has the multiple cyclic group class substituting group of aromatic series.
22, organic electroluminescence assembly according to claim 19 is characterized in that: the glass transition temperature of described organic electro luminescent layer (Tg) is greater than 100 ℃.
23, organic electroluminescence assembly according to claim 10 is characterized in that: described organic electro luminescent layer also comprises aromatic diamine compound.
24, organic electroluminescence assembly according to claim 23 is characterized in that: described aromatic diamine compound has aromatic hydrocarbon base class substituting group.
25, organic electroluminescence assembly according to claim 23 is characterized in that: described aromatic diamine compound has the multiple cyclic group class substituting group of aromatic series.
26, organic electroluminescence assembly according to claim 23 is characterized in that: the glass transition temperature of described organic electro luminescent layer (Tg) is greater than 100 ℃.
27, organic electroluminescence assembly according to claim 10 is characterized in that: described organic electro luminescent layer also comprises the aromatic triamine compound.
28, organic electroluminescence assembly according to claim 27 is characterized in that: described aromatic triamine compound has aromatic hydrocarbon base class substituting group.
29, organic electroluminescence assembly according to claim 27 is characterized in that: described aromatic triamine compound has the multiple cyclic group class substituting group of aromatic series.
30, organic electroluminescence assembly according to claim 27 is characterized in that: the glass transition temperature of described organic electro luminescent layer (Tg) is greater than 100 ℃.
31, organic electroluminescence assembly according to claim 10 is characterized in that: described electroluminescent organic material is the dopant of described organic electro luminescent layer.
32, organic electroluminescence assembly according to claim 31 is characterized in that: the doping content of described electroluminescent organic material is 0.1wt% ~ 50wt%.
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